EP1172096A1 - Schaümendes Reinigungsmittel in Form eines transparenten Gels - Google Patents

Schaümendes Reinigungsmittel in Form eines transparenten Gels Download PDF

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Publication number
EP1172096A1
EP1172096A1 EP01401834A EP01401834A EP1172096A1 EP 1172096 A1 EP1172096 A1 EP 1172096A1 EP 01401834 A EP01401834 A EP 01401834A EP 01401834 A EP01401834 A EP 01401834A EP 1172096 A1 EP1172096 A1 EP 1172096A1
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EP
European Patent Office
Prior art keywords
polyquaternium
composition according
phosphate
surfactant
chosen
Prior art date
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Granted
Application number
EP01401834A
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English (en)
French (fr)
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EP1172096B1 (de
Inventor
Véronique Guillou
Laurence Sebillotte-Arnaud
Dominique Bordeaux
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LOreal SA
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LOreal SA
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14—Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26—Optical properties
    • A61K2800/262—Transparent; Translucent
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic

Definitions

  • the subject of the invention is a foaming cleaning composition, rinsable with water, and having the appearance of a transparent gel, comprising a surfactant of the type phosphate, a nonionic foaming surfactant and a cationic polymer, as well than for its uses in the cosmetic or dermatological fields, especially as a product for cleaning or removing make-up from the skin, leather hair and / or hair.
  • aqueous detergent gels foaming For cleaning the skin, it is known to use aqueous detergent gels foaming. Their cleaning action is provided by the surfactants they contain, these surfactants suspending fatty residues and pigments for make-up products. These gels are effective and pleasant to use because they foam. We are particularly looking to make cleaning gels transparent foam because, like water, transparency is the symbol of purity and therefore cleanliness, and transparent gels are thus particularly appreciated by users. Transparent foaming gels for cleaning of the face or body very often generate airy foams, light. However, after rinsing, the skin is often slippery and there is no remaining the feeling of clean skin due to the presence of a film-forming residue on the skin, difficult to remove.
  • soaps salts fatty acids
  • compositions with soap are less well tolerated, especially by sensitive skin. In furthermore, they are not transparent.
  • the Applicant has surprisingly discovered that the object of the invention and to obtain a transparent foaming gel having both good cosmetic properties (foam qualities and rinsing quality) and good tolerance properties, using the combination of a surfactant of the type phosphate, a nonionic foaming surfactant with properties foaming agents and a cationic polymer free of groups saccharides.
  • the present application relates to a cleaning composition, having the appearance of a transparent gel, containing, in an aqueous medium physiologically acceptable, at least one surfactant of the phosphate type, at least one nonionic foaming surfactant and at least one cationic polymer free of saccharide groups.
  • physiologically acceptable medium is understood here to mean a compatible medium with the skin, mucous membranes, scalp, eyes and / or hair. Through elsewhere, it is an aqueous medium, that is to say a medium comprising a amount of water of at least 35% by weight, preferably ranging from 35 to 95% by weight and better from 40 to 80% by weight relative to the total weight of the composition.
  • the word "transparent" means that the composition has a lower turbidity or equal to 500 NTU.
  • the NTU Nephelometric Turbidity Units
  • the turbidity measurement can be made by example with a model 2100P turbidimeter from HACH Compagny, the tubes used for the measurement being referenced AR397A cat 24347-06. Measures are carried out at room temperature (20 ° C to 25 ° C).
  • the transparency of a composition can be measured either by the transmittance coefficient at 600 nm or by turbidity.
  • the composition of the invention has a transmittance coefficient at 600 nm ranging from 10 to 90% or a turbidity ranging from 2 to 500 NTU, and preferably from 5 to 300 NTU.
  • the viscosity of the compositions according to the invention preferably ranges from 0.1 to 200 poises (0.01 to 20 Pa.s), and better from 5 to 100 poises (0.5 to 10 Pa.s), measured at 25 ° C using the Rheomat RM180 from Rheometric Scientific, this device being equipped with a different mobile depending on the viscosities, for example a mobile 2 for viscosity ranges below 7 poises, a mobile 3 for ranges viscosities from 2 to 40 poises, and a mobile 4 for viscosity ranges from 20 poises to 80 poises.
  • cationic polymer having no saccharide group makes it possible to obtain a voluminous foam with small bubbles, soft and dense.
  • a cationic polysaccharide derivative such as a cationic derivative guar gum or cellulose or starch or galactomannan
  • the composition obtained leaves a slippery film on the skin when rinsing little appreciated by users.
  • cationic derivatives of guar gum tend to leave a sticky film.
  • compositions of the invention have the advantage of being very stable and of not present no phase shift or recrystallization phenomena at storage from 4 ° C to 45 ° C and even if they are subjected to -20 ° C / + 20 ° C cycles.
  • the phosphate-type surfactant is chosen from mono-alkylphosphates, dialkylphosphates, their salts and mixtures. These monoalkylphosphates and dialkyl phosphates contain one or more linear alkyl chains or branched, aliphatic and / or aromatic, having from 8 to 22 carbon atoms. In the mixture of mono- and di-alkylphosphates, the proportion mono / di can range from 100/0 to 50/50. These phosphates can be neutralized by bases organic or mineral such as potash, soda, triethanolamine, arginine, lysine and N-methylglucamine.
  • phosphate type surfactants usable in the composition of the invention there may be mentioned for example lauryl mono-phosphate such as product marketed under the name MAP 20® by the company Kao Chemicals, the potassium salt of dodecylphosphoric acid such as mixture of mono- and di-ester (majority diester) marketed under the name CRAFOL AP-31® by the company Cognis, monoester and di-ester octylphosphoric acid, such as the mixture sold under the name CRAFOL AP-20® by the company Cognis, monoester and diester ethoxylated 2-butyloctanol phosphoric acid (7 moles of EO), such as mixture marketed under the name ISOFOL 12 7 EO-PHOSPHATE ESTER® by the company Condea, potassium or triethanolamine salts of mono-alkyl (C12-C13) phosphate, such as the product sold under the references ARLATONE MAP 230K-40® and ARLATONE MAP 230T-60
  • the amount of phosphate-type surfactant (s) can range, for example, from 1 to 50% by weight of active material, and preferably from 1.5 to 20% by weight of active ingredient, relative to the total weight of the composition.
  • the nonionic surfactants used in the composition of the invention are foaming surfactants, i.e. they generate a foam height H such described below, equal to or greater than 3 cm and preferably equal or greater than 5 cm.
  • the material used is a vibrating agitator of the vortex, HEIDOLPH, REAX type. 2000, fitted with round bottom glass tubes (height 15 cm, diameter 2 cm) with screw caps, a rack to store these tubes, an indelible felt and a double decimetre.
  • An aqueous solution of surfactant containing 13% of active material is prepared in permuted water, adjusted to pH 7 with a solution of citric acid or potassium hydroxide.
  • Figure 1 shows the foam heights for different non-surfactants Ionic.
  • MIPA cocamide has foam heights from 1 to 9 almost zero while decylglucoside and polylgyceryl-3hydroxylauryl ether have heights of foam that are initially about 3 or 4 cm, and they have a height H (height at time 4) of approximately 8 cm, therefore much greater than 5 cm.
  • the nonionic surfactants used according to the invention have a height H of foam preferably greater than 3 cm, and in particular equal to or greater than 5 cm.
  • Polyglycerolated fatty alcohols are alkyl polyglyceryl ethers, with a alkyl group containing from 8 to 30 carbon atoms and preferably from 10 to 22 carbon atoms.
  • polyglycerolated fatty alcohols mention may be made of: example polyglycerolated dodecanediol (3.5 moles of glycerol) or Polyglyceryl-3 hydroxylauryl Ether (CTFA name) sold under the name CHIMEXANE NF by the Chimex Company.
  • the fatty acid and polyol esters have a fatty chain comprising from 8 to 30 carbon atoms and preferably from 10 to 22 carbon atoms.
  • Polyol may in particular be glycerol or glycerol polymers (polyglycerol) comprising several glycerol units.
  • polyglycerol monolaurate such as the product marketed under the name SUNSOFT M-12J by the company Taiyo Kagaku.
  • alkoxylated alkamides mention may in particular be made of ethoxylated alkamides like PEG-5 COCAMIDE (CTFA name) and in particular the product marketed under the name GENAGEN CA-050 by the company Clariant.
  • CFA name PEG-5 COCAMIDE
  • GENAGEN CA-050 the product marketed under the name GENAGEN CA-050 by the company Clariant.
  • N-alkylglucamine derivatives mention may be made in particular of 2-ethylhexyl oxy-carbonyl N-methyl glucamine.
  • alkylpolyglucosides those containing a group are preferably used alkyl containing from 6 to 30 carbon atoms and preferably from 8 to 16 carbon atoms, and containing a hydrophilic group (glucoside) comprising preferably 1.2 to 3 units of saccharide.
  • alkylpolyglucosides As alkylpolyglucosides, one can cite for example decylglucoside (Alkyl-C9 / C11-polyglucoside (1.4)) as the product marketed under the name MYDOL 10 by the company Kao Chemicals, the product marketed under the name PLANTAREN 2000 UP by the company Henkel, and the product marketed under the name ORAMIX NS 10 by the company Seppic; caprylyl / capryl glucoside as the product marketed under the name ORAMIX CG 110 by the Company Seppic; the laurylglucoside as the products marketed under the names PLANTAREN 1200 N and PLANTACARE 1200 by the company Henkel; and the coco-glucoside like the product marketed under the name PLANTACARE 818 / UP by the company Henkel.
  • decylglucoside Alkyl-C9 / C11-polyglucoside (1.4)
  • MYDOL 10
  • the amount of nonionic foaming surfactant (s) in the composition of the invention can range, for example, from 1 to 50% by weight of active material, preferably from 1.5 to 20% by weight of active material, relative to the total weight of the composition.
  • the preferred cationic polymers are chosen from those which contain units comprising primary, secondary, tertiary and / or amine groups quaternaries can either be part of the main polymer chain, or be carried by a lateral substituent directly connected to it.
  • the cationic polymers used generally have a number-average molecular mass of between 500 and 5.10 6 approximately, and preferably between 10 3 and 3.10 6 approximately.
  • copolymers of acrylamide and of methacrylyloxyethyltrimethylammonium salt in particular Polyquaternium 5; the acrylic acid / methyl acrylate / methacrylamidopropyltrimonium chloride (Polyquaternium 47); copolymers of dimethyldiallylammonium chloride, in particular Polyquaternium 7 and Polyquaternium 39; vinylpyrrolidone polymer comprising methacrylamidopropyldimethylamine or methacrylamidopropyltrimethylammonium (Polyquaternium 28) units; quaternary polymers of vinylpyrrolidone and of imidazole, in particular Polyquaternium 44; and mixtures of these polymers.
  • cationic polymers in combination with the phosphate surfactant and the nonionic foaming surfactant, bring softness to the foam, reduce the size of the bubbles in general and provide a rinsing as desired.
  • the amount of cationic polymer (s) can range, for example, from 0.01 to 5% by weight of active ingredient and preferably 0.05 to 2% by weight of active ingredient relative to the total weight of the composition.
  • the composition comprises (1) at least one surfactant of the phosphate type chosen from mono-phosphate of lauryl, potassium salt of dodecylphosphoric acid, monoester and di-ester of octylphosphoric acid, the monoesters and diesters of phosphoric acid of Ethoxylated 2-butyloctanol (7 moles of EO), potassium or mono-alkyl (C12-C13) phosphate triethanolamine, lauryl phosphate potassium, (2) at least one nonionic foaming surfactant chosen from alkylpolyglucosides and polyglycerolated fatty alcohols and (3) at least one polymer cationic chosen from polyquaternium 5, Polyquaternium 47, Polyquaternium 7, Polyquaternium 39, Polyquaternium 28 and Polyquaternium 44.
  • the phosphate type chosen from mono-phosphate of lauryl, potassium salt of dodecylphosphoric acid, monoester and di-ester of octylphosphoric acid, the monoesters
  • the composition according to the invention comprises potassium lauryl phosphate, decyl glucoside and / or Polyglyceryl-3 hydroxylauryl Ether, and Polyquaternium-7.
  • the aqueous medium of the foaming compositions of the invention may contain, in addition to water, one or more solvents chosen from lower alcohols containing from 1 to 6 carbon atoms, such as ethanol; polyols such as glycerin; the glycols such as butylene glycol, isoprene glycol, propylene glycol, polyethylene glycols such as PEG-8; sorbitol; sugars such as glucose, fructose, maltose, lactose, sucrose; and their mixtures.
  • the quantity of solvent (s) in the composition of the invention can range from 0.5 to 30% by weight and preferably from 5 to 20% by weight relative to the total weight of the composition.
  • compositions of the invention it is possible to incorporate into the compositions of the invention one or more thickening agents, especially polymers, in concentrations ranging for example from 0.05 to 10% by weight of active material, preferably from 0.2 to 5% by weight and better still from 0.2 to 2% by weight relative to the total weight of the composition.
  • thickeners examples include mineral salts such as sodium chloride; oxyethylenated molecules and in particular alkyl derivatives or acyl ethoxylates of polyols which may in particular be derivatives oxyethylenated fatty acid esters or ethers of fatty alcohols and polyols such than glycerol, sorbitol, glucose, pentaerythritol.
  • mineral salts such as sodium chloride
  • alkyl derivatives or acyl ethoxylates of polyols which may in particular be derivatives oxyethylenated fatty acid esters or ethers of fatty alcohols and polyols such than glycerol, sorbitol, glucose, pentaerythritol.
  • oxyethylenated glyceryl stearate such as product sold under the name SIMULSOL 220 TM ® by the company Seppic
  • oxyethylenated pentaerythrityl tetrastearate 150 EO
  • the dioleate of oxyethylenated methylglucose 120 EO
  • GLUCAMATE DOE-120 VEGETAL® by the company Amerchol
  • oxyethylenated sorbitan triisostearate 160 EO
  • RHEODOL TW IS399C by the company Kao Chemicals.
  • compositions of the invention may contain adjuvants usually used in cosmetics, chosen from perfumes, preservatives, sequestrants (EDTA), pigments, nacres, fillers mineral or organic agents, pH adjusting agents, soluble dyes, sun filters, active ingredients.
  • adjuvants usually used in cosmetics chosen from perfumes, preservatives, sequestrants (EDTA), pigments, nacres, fillers mineral or organic agents, pH adjusting agents, soluble dyes, sun filters, active ingredients.
  • EDTA sequestrants
  • compositions according to the invention have the appearance of a transparent gel.
  • these compositions are stable and have very good rinsability. They can be used in particular in the cosmetic or dermatological fields, and constitute, for example, a product for cleansing and / or removing makeup from the skin, scalp and / or hair, a scrub and / or a product exfoliating for the skin. They can more particularly constitute a skin cleansing composition.
  • Another subject of the invention consists in the cosmetic use of the composition as defined above, as cleaning and / or make-up removing products of the skin, scalp and / or hair, and / or as a scrub and / or exfoliating product for the skin.
  • Another subject of the invention consists of a cosmetic process for cleaning the skin, scalp and / or hair, characterized in that one applies the composition of the invention, on the skin, on the scalp and / or on the hair, in the presence of water, and that the foam formed and the residues of soiling by rinsing with water.
  • compositions according to the invention can also constitute a composition for the treatment of oily skin, especially when it contains an active ingredient specific treatment of oily skin such as, for example, acid salicylic, azelaic acid, triclosan, piroctone olamine, niacinamide (vitamin PP).
  • an active ingredient specific treatment of oily skin such as, for example, acid salicylic, azelaic acid, triclosan, piroctone olamine, niacinamide (vitamin PP).
  • Another object of the invention is the use of the composition as defined above for the preparation of a composition intended for treating oily skin.
  • Turbidity it is measured as indicated above with a model turbidimeter 2100P from HACH Compagny.
  • Comparative Example 1 which includes only one phosphate surfactant gives insufficient foam volume and density as well as an average softness
  • comparative example 2 which includes only one APG gives a too large bubble size (not fine foam) and a softness unsatisfactory
  • comparative example 3 which only includes the association of phosphate and APG gives a low sweetness
  • comparative example 4 which contains a surfactant having an insufficient foam height H gives too large a bubble size (therefore slightly fine foam) and it is an opaque gel which, in addition, is unstable over time.
  • the combination according to the invention makes it possible to obtain both a gel transparent, giving a fine, dense and also very soft foam, while retaining a good volume of foam and a good rinse.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
EP01401834A 2000-07-12 2001-07-09 Schäumendes Reinigungsmittel in Form eines transparenten Gels Expired - Lifetime EP1172096B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0009111 2000-07-12
FR0009111A FR2811570B1 (fr) 2000-07-12 2000-07-12 Composition de nettoyage moussante sous la forme d'un gel transparent

Publications (2)

Publication Number Publication Date
EP1172096A1 true EP1172096A1 (de) 2002-01-16
EP1172096B1 EP1172096B1 (de) 2002-09-25

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EP01401834A Expired - Lifetime EP1172096B1 (de) 2000-07-12 2001-07-09 Schäumendes Reinigungsmittel in Form eines transparenten Gels

Country Status (10)

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US (1) US7186674B2 (de)
EP (1) EP1172096B1 (de)
JP (1) JP4080186B2 (de)
KR (1) KR100416830B1 (de)
CN (1) CN1198561C (de)
AT (1) ATE224701T1 (de)
BR (1) BR0103737A (de)
DE (1) DE60100031T2 (de)
ES (1) ES2184724T3 (de)
FR (1) FR2811570B1 (de)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1374838A1 (de) * 2002-06-22 2004-01-02 Beiersdorf AG Cremiger Haarfestiger Decylglucosid enthaltend
WO2009017757A2 (en) * 2007-07-27 2009-02-05 Croda, Inc. Phosphorous-containing surfactants as polymeric cationic compound deposition aids
FR3051670A1 (fr) * 2016-05-31 2017-12-01 Oreal Composition nettoyante moussante

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EP1466592A1 (de) * 2003-04-07 2004-10-13 Kao Corporation Reinigungszusammensetzungen
JP4776987B2 (ja) * 2005-06-13 2011-09-21 太陽化学株式会社 クレンジング用化粧料
JP4299274B2 (ja) * 2005-06-30 2009-07-22 花王株式会社 皮膚洗浄料
JP4299273B2 (ja) * 2005-06-30 2009-07-22 花王株式会社 皮膚洗浄料
JP5026183B2 (ja) * 2007-07-30 2012-09-12 東邦化学工業株式会社 メイククレンジング用洗浄剤
MY165645A (en) * 2010-07-19 2018-04-18 Colgate Palmolive Co Cleansing composition with decyl and coco glucosides
US9622951B2 (en) 2012-10-29 2017-04-18 The Procter & Gamble Company Personal care compositions
KR102407154B1 (ko) * 2015-11-26 2022-06-10 (주)아모레퍼시픽 헤어 세정용 조성물
FR3054793B1 (fr) * 2016-08-05 2018-07-27 Soc Dexploitation De Produits Pour Les Industries Chimiques Seppic Composition limpide epaissie, riche en sels, procede pour son eclaircissement et utilisation en cosmetique
DE102016215965A1 (de) * 2016-08-25 2018-03-01 Henkel Ag & Co. Kgaa Transparente kosmetische Reinigungszusammensetzungen mit verbessertem Rheologieprofil
EP3558248A1 (de) * 2016-12-21 2019-10-30 L'Oréal Reinigungsmittelzusammensetzung
CN109044857B (zh) * 2018-09-26 2021-07-09 江南大学 一种无硅油洗发水调理剂组合物、无硅油洗发水及其制备方法
EP4065961B1 (de) 2019-11-29 2023-03-29 Unilever IP Holdings B.V. Verfahren zur bestimmung von spüleigenschaften

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EP1374838A1 (de) * 2002-06-22 2004-01-02 Beiersdorf AG Cremiger Haarfestiger Decylglucosid enthaltend
WO2009017757A2 (en) * 2007-07-27 2009-02-05 Croda, Inc. Phosphorous-containing surfactants as polymeric cationic compound deposition aids
WO2009017757A3 (en) * 2007-07-27 2009-06-25 Croda Inc Phosphorous-containing surfactants as polymeric cationic compound deposition aids
FR3051670A1 (fr) * 2016-05-31 2017-12-01 Oreal Composition nettoyante moussante
WO2017207646A1 (en) * 2016-05-31 2017-12-07 L'oreal Foaming cleaning composition

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JP2002087950A (ja) 2002-03-27
US7186674B2 (en) 2007-03-06
CN1341412A (zh) 2002-03-27
US20020037267A1 (en) 2002-03-28
DE60100031D1 (de) 2002-10-31
JP4080186B2 (ja) 2008-04-23
EP1172096B1 (de) 2002-09-25
FR2811570A1 (fr) 2002-01-18
ES2184724T3 (es) 2003-04-16
DE60100031T2 (de) 2003-02-06
CN1198561C (zh) 2005-04-27
KR20020006435A (ko) 2002-01-19
FR2811570B1 (fr) 2002-09-06
ATE224701T1 (de) 2002-10-15
KR100416830B1 (ko) 2004-02-05
BR0103737A (pt) 2002-02-26

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